
Sandisfield Vacations from $462
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Your Sandisfield Vacation
When a city getaway is calling, answer it with a Sandisfield vacation package. The neighborhood of Canann Village Historic District, which is good for dining, culture and shopping, makes a fantastic base for your adventures. Want to start exploring your surroundings? Otis Reservoir, Otis Ridge and Tolland State Forest are three of the top places to visit during your trip to Sandisfield. A couple of quick clicks is all it takes to build a tailored Sandisfield vacation on Expedia.
The Latest Sandisfield vacation packages
Price found within the past 48 hours. Click for updated prices.

Gedney Farm
Price was $613, price is now $462 per person
$462
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
9.2/10 Wonderful! (129 reviews)
Gedney Farms is very quiet, peaceful and rustic. Your stay is in a converted barn with towering ceilings, hard wood floors, and rustic reused furniture with no TV phones or radios. Note some rooms require stair climbing on winding stairs with sections without rails or handholds. Some bathtubs are very high. It would be helpful to talk to the location about the room accommodations if mobility is an issue.
The staff is very unobtrusive almost to the point of non existent. The breakfast was fresh and healthy with plain Greek yogurt, granola, fresh fruits, hard boiled eggs, muffins and bread to toast. The grounds are well tended but not fussy and offer beauty, peace and quiet. The location is an easy 30 minutes to Tanglewood and 15 minutes to Stockbridge. It is nearby Berkshire Botanical Gardens, Dr. Suess Museum, WEB DuBois statue and homestead, Norman Rockwell museum, Monument mountain, Housatonic river and many art stores, general stores, outdoor activities. This area is car dependent.
Reviewed on Aug 12, 2025

Prospect Berkshires
Save 100% on your flight
Price was $762, price is now $478 per person
$478
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
9/10 Wonderful! (2 reviews)
Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway.
Reviewed on Sep 8, 2025


Kingston Carriage House
Roundout
Save 100% on your flight
Price was $630, price is now $481 per person
$481
per person
Nov 2 - Nov 5
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
9.2/10 Wonderful! (22 reviews)
I liked the record player and the room was clean and comfy. Coffee and pastries were waiting by the door in the morning. Checking in, the battery was dead in the room lock. Had to wait 30 mins for service to arrive. The shower floor was dangerously slippery! An accident waiting to happen. Was unable to connect to Wi-Fi after multiple tries.
Reviewed on Aug 3, 2025

The Dewey
Price was $912, price is now $698 per person
$698
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
8.6/10 Excellent! (323 reviews)
We were not informed that the bathroom was NOT part of the room, but across the public hallway. Even though it was for our use only, I would have never accepted the room had I known in advance. I would definitely stay here again and recommend it but would request a different room with an en-suite bathroom.
Reviewed on Aug 11, 2025
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Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Sep 14 to Sep 15
$120 total
Sep 14 - Sep 15
Total with taxes and fees

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from Sep 16 to Sep 17
$144 total
Sep 16 - Sep 17
Total with taxes and fees

The Red Lion Inn
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
$231 nightly
The price is $259 total per night from Sep 22 to Sep 23
$259 total
Sep 22 - Sep 23
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.